Sulfuric Acid → HCID 178514904, compound

HRID 2083205Notes

Reaction equation

HRID 2083205 reaction equation
[NH:1]1[C:5]([C:6]2[CH:21]=[CH:20][C:9]([O:10][C:11]3[N:19]=[CH:18][CH:17]=[CH:16][C:12]=3[C:13]([OH:15])=O)=[CH:8][CH:7]=2)=[N:4][N:3]=[N:2]1.S(=O)(=O)(O)O>>[NH:4]1[C:5]([C:6]2[CH:7]=[CH:8][C:9]3[O:10][C:11]4=[N:19][CH:18]=[CH:17][CH:16]=[C:12]4[C:13](=[O:15])[C:20]=3[CH:21]=2)=[N:1][N:2]=[N:3]1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 178524458HCID 178524458, compound

Product 1

HCID 178514904HCID 178514904, compoundYield 64.1%

Conditions

Temperature
180 °C

Procedure

A mixture of 0.5 g of 2-[4-(5-1H-tetrazolyl)phenoxy]nicotinic acid and 5 ml of concentrated sulfuric acid is heated at 180° C for 2.5 hours, and then poured into ice water. The crystalline precipitate is filtered off, washed with water and with methanol and recrystallized from dimethylformamide to give 0.3 g of 7-(5-1H-tetrazolyl)-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine melting at above 300° C.

Workup

  1. filtrationThe crystalline precipitate is filtered off
  2. washwashed with water and with methanol
  3. customrecrystallized from dimethylformamide

Sources & evidence

ORD record
ord-7e79680bb98c46d297788545b43ea8a1
Source dataset
uspto-grants-1978_04
Patent number
US04085111

Reaction notes

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